"I'm single, and I live here by myself," Scott explained to Kourtney’s younger sister, Khloe Kardashian, when she came by to tour his new palatial estate. "I fell in love with the house that I'm in until I actually moved in and realized that it's way, way, way too big for a single human being living alone."

Scott guided Khloe through the massive mansion, showing her the kids' rooms, which they had gotten to pick out themselves and even decorate, but it was clear that he was already disillusioned in his attempts to win back his old life.

"I feel like you always kinda learn your lesson when things have already passed, and it's too late," Scott shared during the episode. "I wasn't really around for a little bit for everybody, and you know, it's disappointing and hurtful to myself, but I'm trying to make up for it."

In the season premiere, Scott is excited to host a family dinner for his ex, his children and the entire Kardashian-Jenner family at his new home, all in an effort to prove himself and demonstrate his personal development since his breakup with Kourtney.

"Kourtney will always be a huge motivation in my life," Scott explained. "I mean, no matter whether we're together or not, she still was with me for 10 years, and we've been through a lot of things together."

"In the back of my mind, Kourtney's always there, so all I can do is hope one day things fall into place, and [I'll] be able to raise my kids together with her," he added. "But at the end of the day, I still love Kourtney and that's what's important to me, and it always will be."

Along the way, one of Scott's biggest supporters has been Kourtney's mom, Kris Jenner, who has frequently been candid about wanting to help her family stay together. Scott opened up to Kris about his depression during an emotional lunch.

"Everybody keeps saying, 'Wrap yourself up with work and you'll feel better,' and I'm just like, 'I've tried that.' I really just want to feel decent and be happy and take care of the kids," Scott admitted to Kris.

In an attempt to reconnect, Scott also invites Kourtney along for the day of shopping so she could put in her two cents about what he should have in his new home.

Unfortunately for him, Kourtney wasn't ready to shop together like a couple quite yet, and her disinterested attitude seemed to spur some resentment in Scott's psyche.

"In the back of my mind I want everybody to be proud of me -- I want my kids to be proud of me, I want Kourtney to be proud of me. But she seems to not really care," Scott expressed after Kourtney left the shopping trip earlier than he had hoped.

Things only spiraled downward for Scott after that. Toward the end of the episode, the family gathered at Kourtney's house, ready to head to Scott's for the planed feast. However, those plans got derailed when it was revealed that Scott had basically disappeared.

After some calling around, Kourtney discovered that Scott had been spending several days hanging out and partying with his friend (and Kylie Jenner's boyfriend), Tyga, a far cry from the responsible parental behavior he had been trying to get accustomed to.

"There's definitely some times when he'll take a few steps forwards and then a few steps backwards," Kourtney explained. "It’s just like this cycle that has been going on for years. That's why I finally had to step out of it."

After the episode aired, Kourtney tweeted about the exchange, noting that she placed the blame in the wrong place.